Strategy

Most MSP owners reach a point where their business becomes too big for the model they used to build it. It doesn’t happen suddenly. It sneaks up on you. Small cracks in the foundation. Processes strained by volume. Sales slowing down. Margins tightening. Leadership feeling stretched. Operations becoming reactive. Finance becoming confusing. The owner works harder—but the business doesn’t move faster. That’s the moment you realize: Scaling is not “more of the same.” Scaling re

The MSP industry has no shortage of peer groups—and many of them are excellent. They’ve helped thousands of companies build stronger foundations and better businesses. But just as MSPs mature through stages, what they need from their peer group also changes. What you need at $2M is not what you need at $12M.  What you need at five employees is not what you need at forty employees.  What you need in owner-led sales strategy is not what you need when building a scalable sales f

Imagine you’re a business leader—not an MSP—walking the floor at an MSP conference. Booth after booth. Pitch after pitch. When you leave, your dominant impression is simple: Everyone looks and sounds exactly the same. Every MSP claims: “proactive support” “24/7 monitoring” “security-driven approach” “cloud expertise” “strategic guidance” None of that is differentiation. It’s expected. It’s table stakes. This is the root of commoditization: buyers can’t see meaningful differe

Every MSP loves a new customer. But few MSPs handle losing one with the same maturity. And that’s a problem—because one of the most defining moments in your company’s reputation isn’t how you win  a client, but how you let one go . Here’s the truth every MSP leader eventually learns: You should hate losing a customer. But when it happens, your offboarding experience must be exceptional. Better, even, than your onboarding. Most MSPs get this backwards. They treat offboarding l

As a Tennessee Volunteer fan, it’s not in my nature to praise Alabama. But former coach Nick Saban built a leadership system so strong that ignoring it would be a mistake. Even if you’re not into sports, the principles below apply directly to high-performing organizations—and especially to MSPs trying to scale. Nick Saban built one of the most dominant programs in college football not by obsessing over championships, but by obsessing over the behaviors that produce championsh

If your MSP has sat between $2.5M and $9M for years, it’s easy to assume something is wrong with your market, your team, or your sales motion. But in most cases, the issue isn’t external—it’s structural. Plenty of MSPs have strong people, great reputations, healthy pipelines, and solid technical capabilities… yet they can’t break through the next revenue ceiling. And here’s the uncomfortable truth: Most MSPs aren’t stuck because of talent or demand. They’re stuck because thei

If there's one term the MSP industry has worn out—and watered down—it’s vCIO . For years, MSPs have told clients they “deliver strategic leadership” through a virtual CIO role. But in most cases, that “vCIO” is: a former account manager with a new title a salesperson tasked with quarterly business reviews a technician repackaged as a consultant or someone who has never sat in a true executive IT seat And clients can feel it. The industry has taken a title that should signal e

There’s a predictable tension inside every growing MSP: traditional MSPs want to solve technical problems, while the customers business leadership wants to solve business problems. When those two narratives don’t align, critical technical initiatives get deprioritized—not because they’re unimportant, but because they’re poorly framed. This isn’t a gap in intelligence. It’s a gap in translation. Traditional MSPs speak in systems, tools, and technology. Modern MSPs speak in out

The managed services landscape is shifting beneath our feet. What once defined success—speed, efficiency, and predictability—is no longer enough. The next era of managed services won’t be defined by ticket response times or uptime percentages. It will be defined by collaboration, adaptability, and co-management. The new generation of business owners doesn’t want a turnkey MSP to handle everything. They want a strategic ally. They expect transparency, shared control, and the a